A Whole New World by Westwind

A Whole New World by Westwind Taking the work out of your travel since 2019. Send a message to get started on your next adventure!

Super excited to have met our new Sandals Resorts BDM, Hannah Speigler, yesterday during her time in Wheeling. She gave ...
06/10/2026

Super excited to have met our new Sandals Resorts BDM, Hannah Speigler, yesterday during her time in Wheeling. She gave me a few ideas for the future of Westwind Travel LLC and shared some info on the Sandals 2.0 concept as well the new Beaches Resorts coming soon. Meetings like these leave me energized and excited to help my clients experience the best of the Caribbean.
Want to lock in this year’s pricing for a Sandals trip in 2027 and beyond? Ask me how!

📸 from the backseat by my second born and reason for all that I do 😍

06/03/2026

What would you choose for Jamaica:
An all-inclusive resort OR a private villa?

06/03/2026

Every time I leave, I find myself wanting to go back. Can you picture yourself in a private villa in Jamaica? Let's chat about making it a reality!

WITHOUT GOOGLING IT 😉Can you guess where this property might be?
05/12/2026

WITHOUT GOOGLING IT 😉Can you guess where this property might be?

Do you love Disney but hesitate to return to the parks because there’s just so much more world out there? Then check out...
05/11/2026

Do you love Disney but hesitate to return to the parks because there’s just so much more world out there? Then check out Adventures by Disney- the magic and attention to detail you’ve come to expect with Disney, abroad.

Which of these 2027 itineraries would intrigue your family most?

Extra savings available when you book with me now through MondayContact me to get startedcassie@westwindtravelservice.co...
05/08/2026

Extra savings available when you book with me now through Monday
Contact me to get started
[email protected]
412-736-4829

Had to jump on this trend :D Westwind Travel LLC
05/07/2026

Had to jump on this trend :D

Westwind Travel LLC

Should you tip at an all-inclusive? I always say yes, but, on this Cinco de Mayo, here's a fantastic answer from The Can...
05/05/2026

Should you tip at an all-inclusive? I always say yes, but, on this Cinco de Mayo, here's a fantastic answer from The Cancun Sun:

"Tipping is always optional at an all-inclusive. You should absolutely keep tipping your bartender, waiter, and housekeeper for their daily hustle. But if you want to genuinely surprise someone and make a massive impact, expand your targets to the invisible workforce. Hand a $10 bill directly to the gardener raking the sand in the early morning heat. Slip a tip to the entertainment staff sweating on stage in the midday sun. You aren’t obligated to do it but throwing cash to the staff who rarely see a tip is the fastest way to instantly make someone’s week."

05/04/2026

Drop your best packing tip below!

Very grateful to have spent time this week planning honeymoons and weddings. I'm curious: Did you take a honeymoon? If s...
05/01/2026

Very grateful to have spent time this week planning honeymoons and weddings. I'm curious: Did you take a honeymoon? If so, where did you spend it?

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26003

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